Chart Room Cocktail Lounge

A funky Key West gem known for its vibrant atmosphere, delicious Floridian-Caribbean dishes, and unbeatable key lime pie, all under the shade of swaying palm trees.

Climb 88 winding steps of this charming lighthouse-turned-museum for unforgettable views and a dash of history, all just a block from Duval.

Nestled on the Gulf of Mexico, this tropical retreat boasts lush landscaping, four inviting pools, welcoming staff, and cozy rooms with garden or water views.

Island-style hotel featuring rooms with whirlpool tubs, plus a spa, restaurant & poolside lounge. Overlooking the harbor and Sunset Pier at Duval Street, this classic island-style hotel is a 3-minute walk from historic Sloppy Joe’s bar, a 6-minute walk from the Harry S. Truman Little White House and 0.8 miles from the Ernest Hemingway Home and Museum. Rooms with bright accents have free Wi-Fi, flat-screen TVs and whirlpool tubs, and some have private balconies. All suites feature balconies, and some have pull-out sofas. In addition to a full spa, an outdoor pool, a hot tub and a poolside lounge, amenities include a waterfront restaurant, a boutique and valet parking (surcharge).

Nestled just moments from vibrant Duval Street, this colonial-style retreat boasts airy rooms with ocean views, multiple pools, and a private beach, blending luxury with laid-back Key West vibes.

Nestled in a chic Victorian house, this stylish spot boasts a vibrant patio and dishes out globally-inspired American fare alongside a killer wine selection.

Nestled in Key West, this state park boasts a stunning beach, water sport rentals, scenic nature trails, and a historic pre-Civil War fortress awaiting your exploration.

Nestled between palm trees and soft white sand, this charming beach is popular for shell searching and leisurely strolls in Key West.

Step into Captain Tony's, the original Sloppy Joe's, where Hemingway's ghost mingles with a quirky vibe, dollar-bill decor, and a hauntingly rich history.

Nestled above Sunset Pier, this chic seaside gem serves mouthwatering Latin-inspired small plates and offers stunning sunset views with bottomless brunch.